NIO

NICOTINIC ACID

Created:	1999-07-08
Last modified:	2024-10-02

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56 entries where NIO is found as a standalone ligand16 entries where NIO is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	14
Chiral Atom Count	0
Bond Count	14
Aromatic Bond Count	6

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Chemical Component Summary
Name	NICOTINIC ACID
Systematic Name (OpenEye OEToolkits)	pyridine-3-carboxylic acid
Formula	C₆ H₅ N O₂
Molecular Weight	123.109
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)c1cccnc1
SMILES	CACTVS	3.341	OC(=O)c1cccnc1
SMILES	OpenEye OEToolkits	1.5.0	c1cc(cnc1)C(=O)O
Canonical SMILES	CACTVS	3.341	OC(=O)c1cccnc1
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(cnc1)C(=O)O
InChI	InChI	1.03	InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)
InChIKey	InChI	1.03	PVNIIMVLHYAWGP-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB00627
Name	Niacin
Groups	investigational approved nutraceutical
Description	Niacin is a B vitamin used to treat vitamin deficiencies as well as hyperlipidemia, dyslipidemia, hypertriglyceridemia, and to reduce the risk of myocardial infarctions.[L7550,L7553,L7556,L7559,L7562,L7565]
Synonyms	m-pyridinecarboxylic acid Nikotinsäure 3-carboxypyridine Niacin β-pyridinecarboxylic acid Acidum Nicotinicum ácido nicotínico Niacina Nicotinic acid 3-Pyridylcarboxylic acid Acide nicotinique pyridine-β-carboxylic acid 3-Pyridinecarboxylic acid anti-pellagra vitamin
Brand Names	Cavan Prenatal PreNatal Vitamins Plus Genicin Vita-S American Plus Energy & Vitamin Drink Niacin Tab 100mg Yeast Free DermaNIC Master Key Formula 3 Tab Phytopure Niacin-niacinamide Tab Sustained Release Niacin 500mg Cal M Tab Davimet Niacin 250mg Poly-Vi-Flor Gummies Complex 5 - Pwr Prenatal Vp-pnv-dha Myhephron Dialysis and Stress Supplement M-Natal Plus Red American Eagle Vitamin Supplement Drink O-Cal Prenatal Vitamin Puralor Super Stress Mega B Plus 1000mg Vit C Tab Concept DHA Phytovim Cap WesCap-C-DHA C-B Complex Luna Vitamin and Mineral Bar for Women Prenatal Vitamins Plus Low Iron Niacor Nicazyme Revit Multi-vitamins and Minerals Vita Day Tab Vitamin B Complex Tab Multi-force for Women Tab Multi-actin Ni-C-E-LE Plus Iron, Vit & Min Supp B6 Plus Tab Vitalife - Capsule Lipo-B-C Tab Niacin 500mg Niacin Gesticare DHA Iron 25mg With Vit B-cmplx, Vit C, Cu & Mo Abavite Vasodyn Tab Dr. AVi MULTIVITAMIN with Zinc, Real Ginger, Lemon and Lemongrass Niaspan ER JEUNCELL Hair restorer and Hair Growth Solution Formula F L W Vita-Rx Diabetic Vitamin Escavite Lq Nutra Boost Lipotropic Ctr Multi #2 Metacinamide Tab Multicaps Multi-Vitamin With Fluoride PROTECT IRON Liquid Niacin Caps 100mg Vitafol-OB Plus DHA Prenatal Supplement Plus DHA Prenatal Formula Tab Vitafol Caplet Envirocomplex Niachrom Capsule Orange Flavored Crystal Chews Tab Remedium - Liq Orl Niaspan Lustime Angel B3 Multitabs Extra Once A Day Maximum Once A Day Revitalize Multi-vitamin and Mineral Complex Red Bull Niacin Tab 475mg Mycelized Childrens Multi-vitamin Liq B-3 500mg Continuous Released Fusion Activator Formula Tab Reno Caps O-Cal FA multivitamin One-A-day Advance Men's Sveets Strovite Forte Caplet 50 Plus Novel Vita Vitafol Plus Iron Folate Plus Rogenic Mega 13 Multivitamin Formula Niodan 500 Mg Time Release Tablets Timed Release Vita-vim Srt Super Daily No 2 healthy mamaBE WELL ROUNDED BE WELL ROUNDED Integra Plus Body Rox Integra F Harvest Of Values All B Complex Tab Prenatal Mega Antioxidant Vita Vim Multivitamins and Minerals Tab Formula Hh B 6 Plus Vitamin B + C Cap Cc II Tri B3 Src 300mg Multivitamin with fluoride Chromemate Formula # 7 Tab 50mg Niacin Inj 100mg/ml Niacin 100 mg Gtf Support Caplet Lutime TriStart FREE Natural Source Spectrum With Beta Carotene Niacin Tab 500mg NovaFerrum Multivitamin with Iron Pediatric Drops NovaMV Multivitamin Spectrum 2 Cap Pro Enz Tab Niaspan Fct Vita Balance 2000 Multi Vitamines - Liq Multi-phyto Capsules Advicor Multivitamins and Minerals With Betacarotene Tablets MVC-Fluoride 24 Multivitamins + Minerals VITAFOL Gummies Niacin Cap 250mg OB Complete 400 Provida DHA Formula Lf Iron Folate-F American Eagle Energizer Plus Vitamin Supplement Drink Niacin-100 Tab 100mg One Daily VITES Davimet with Fluoride Multi-Vitamin Fluoride Drops Niacin 100mg Tablets USP Vitamin B Complex Suppl Niacin Tab 100mg Niacin Pwr 800mg/1.25ml My Favorite Niacin and Inositol Tab Vita-vim With Beta-carotene - Tab Vita B Complex Tab Niacin 50mg Tendera-OB Vitamin B3 Tab 10mg USP Chewable Multi-Vitamin Animal Shapes Hyporyl - Tab Nitro Vites - Tab Mhb Formula Cp Cap Niacin Tab 100mg USP Nicaprin TriStart DHA Gtf-vitamin-minerals & Pancreatin Tab Niacin 100mg Tab Poly-Vi-Sol Integra Simcor Hemocyte Plus Complete One A Day Tab Multivitamin with Fluoride Niacin Tablets 500mg USP Taron-C DHA Lipall Plus Tab Niacin 100 Mg Tablets Niacin Tab 250mg Card-floe II Tab Hi Potency B Complex W Chelated Minerals Hsn Formula Armax Vyo Cylate - Pwr Select OB Only One - Tablet Men's Antivert Tab B-complex Tab Folivane-OB Master Key Multi Vitamin Multi Mineral Formula 2 Nata Komplete Fusion Plus Niacin 100mg Shen Min Vitamin Supplement Vita-vim - Tab TL-Fluorivite Davimet-M Nephrocaps Multivitamins and Minerals for Young Men Formula Cw Multi Tabs Protect Cardio AF Provida OB bioJET Concept OB Formula Cw-caplet Vitafol Fe Plus Vitamin B Compound Tab Lipovitan Lustime Unicorn Ultimate Tab Men's 50+ Innersource Tab Usana Megavitamin Tablets - Tab Time Released Niacin 500 mg Vege Swiss One Multivitamin W Chel Mins Tab Grand Master Formula Tab Multi Vitamin-mineral Formula Formula O.C. Maxum Multi-vite Mega Vitaminerals Multivit with Fluoride NESTABS ABC Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA Pro Hers Vanilla Fortistress Tab Escavite D Doctor's Choice Brand for Men Multivitamins and Minerals for Young Women Niacin Ctr Srt 500mg Adeks Tablets Se-Natal One A Day Advance Adults 50+ WestGel DHA Mega Capsules Cda-21 Vitamins With Non-medicinal Probiotic Complex Dothelle DHA Multi-Vitamin Fluoride and Iron Drops Cool B Irospan 24/6 Wellness Formula Niacin Tab 50mg Daily-Vite Nephrocaps-QT Stress Formula Multi-B Comp + 500mg Vit C Cap Vitafol OB Caplet Protect Plus SO 60 Vita Vim With Beta Carotene-caplet Swiss One Timed Release Tab Folivane-F Folivane-Plus with Ascorbic Acid Precursors Niacin Src 400mg Flush Free Niacin With Inositol Vc II Vp-heme Ob DHA Reaphirm Plant Source DHA Vitafol One Lip - Fac Formula Ifb Children's Chewable Tab Vtb Vitamin and Mineral Supplement ahoSAN Cavan Heme OB Vitamin & Mineral Formula 1 Dietary Supplement TriStart ONE Acti-niacin Caplet 500mg Bev 29 Tab Folika-T Niacin 500 Mg and Inositol Prenatal, DHA Multi Flow Tablets Virt-C DHA Kindervites One A Day Advance Adults
Indication	Niacin is indicated to prevent vitamin deficiencies in pediatric and adult patients receiving parenteral nutrition as part of multivitamin intravenous injections.[L7550,L7553,L7556,L7559] Niacin oral tablets are indicated as a monotherapy or in combination with simvastatin or lovastatin to treat primary hyperlipidemia and mixed dyslipidemia.[L7562,L7565] It can also be used to reduce the risk of nonfatal myocardial infarctions in patients with a history of myocardial infarction and hyperlipidemia.[L7562,L7565] Niacin is also indicated with bile acid binding resins to treat atherosclerosis in patients with coronary artery disease and hyperlipidemia or to treat primary hyperlipidemia.[L7562,L7565] Finally niacin is indicated to treat severe hypertriglyceridemia.[L7562,L7565]
Categories	Agents Causing Muscle Toxicity Cardiovascular Agents Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (strength unknown) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Diet, Food, and Nutrition Food Growth Substances Hyperglycemia-Associated Agents Hypolipidemic Agents Hypolipidemic Agents Indicated for Hyperlipidemia Lipid Modifying Agents Lipid Modifying Agents, Plain Lipid Regulating Agents Micronutrients Miscellaneous Antilipemic Agents Nicotinic Acid and Derivatives Nicotinic Acids Non-statin Hypolipidemic Agents Indicated for Hyperlipidemia Noxae Organic Anion Transporting Polypeptide 2B1 Inhibitors Peripheral Vasodilators Physiological Phenomena Pyridines Thyroxine-binding globulin inhibitors Toxic Actions Vasodilating Agents Vitamin B Complex Vitamins
ATC-Code	C10AD02 C10AD52 C10BA01 C04AC01
CAS number	59-67-6

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Hydroxycarboxylic acid receptor 3	MNRHHLQDHFLEIDKKNCCVFRDDFIAKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Diacylglycerol O-acyltransferase 2	MKTLIAAYSGVLRGERQAEADRSQRSHGGPALSREGSGRWGTGSSILSAL...	unknown	inhibitor
Hydroxycarboxylic acid receptor 2	MNRHHLQDHFLEIDKKNCCVFRDDFIVKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Nicotinate-nucleotide pyrophosphorylase [carboxylating]	MDAEGLALLLPPVTLAALVDSWLREDCPGLNYAALVSGAGPSQAALWAKS...	unknown	binder
Nicotinamide N-methyltransferase	MESGFTSKDTYLSHFNPRDYLEKYYKFGSRHSAESQILKHLLKNLFKIFC...	unknown	binder
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	inhibitor
Cytochrome P450 2E1	MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...	unknown	inhibitor
Thyroxine-binding globulin	MSPFLYLVLLVLGLHATIHCASPEGKVTACHSSQPNATLYKMSSINADFA...	unknown	inhibitor
Organic cation/carnitine transporter 2	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Solute carrier organic anion transporter family member 2B1	MGPRIGPAGEVPQVPDKETKATMGTENTPGGKASPDPQDVRPSVFHNIKL...	unknown	inhibitor
Monocarboxylate transporter 1	MPPAVGGPVGYTPPDGGWGWAVVIGAFISIGFSYAFPKSITVFFKEIEGI...	unknown	substrate
Sodium-coupled monocarboxylate transporter 1	MDTPRGIGTFVVWDYVVFAGMLVISAAIGIYYAFAGGGQQTSKDFLMGGR...	unknown
Monocarboxylate transporter 4	MGGAVVDEGPTGVKAPDGGWGWAVLFGCFVITGFSYAFPKAVSVFFKELI...	unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682